Mourinho regularly took punts on players - Bailly, Lindelof, Fred, Dalot - That's literally why they overhauled the strategy to safer options and Brexit FC was born.
I'd personally prefer the strategy under Mourinho - I don't think the profile of players we signed were the problem so much as it was the ability. The scouting should have been better but I felt the positions and profile of players made sense. His first two windows were very popular at the time.
Fred not really a 'punt' at £50m. You want to be sure if you're spending £50m! I'll take Bailly and Lindelof, even though they were expensive, because once you take-off the Utd tax, they're probably £20m players to any other club. Dalot, yeah, again, qualifies, albeit we do seem happier to take punts on u21s.
However, surely that really proves the point. Bailly is a good player, been unlucky with injuries, should have been moved on and losses recouped. I'd say all things considered, Lindelof has been a good buy and Dalot was cheap and has played 50 games...so again...yeah, fine with it.
We need more £20/30m punts. We're not going to catch City by signing two £50m players per season, because they are doing exactly the same and starting from a much stronger base. We're going to have to get busy and sustain a large turnover of players until we hit on a squad of 23 lads who are all genuinely good players at the right age.
We lost the luxury of one or two strategic signings every Summer a long, long time ago.
EDIT: Perfect example - Dan James. Came in, did a job, contributed, provided competition for places, didn't quite cut-it, made £10m flogging him to Leeds. It's win-win. I made the point on the Alvarez thread, he's so cheap he'd have to be so unbelievably bad for us not to get back £17m if we decided he wasn't quite our level.